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Dutchess County NY Homes for Sale

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  • /20

    $389,000 Open Sun 1AM - 3PM

    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    24 Linda Place, Fishkill, NY 12524

    Welcome to this charming and cozy ranch-style home offering comfortable one-level living in the heart of Fishkill. Featuring a bright open floor plan filled with natural light, this inviting home blends warmth, functionality, and character.The living area flows effortlessly into the kitchen, creating the perfect space for everyday living and entertaining. A pellet stove adds warmth and

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    Heather Bragg

    ReAttached

    (845) 447-0800

    24 Linda Place, Fishkill, NY 12524
  • /46

    $425,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,225 Sq Ft

    919 Saratoga Ln, Fishkill, NY 12524

    Chic 2BR / 2BA Condo — Prime Fishkill Location with Mountain Views. Sun-drenched second-floor unit featuring gleaming hardwood floors in the main living areas and cozy carpeted bedrooms. Well-appointed kitchen with stainless steel appliances and abundant cabinets and drawers opens to a spacious living area — ideal for entertaining. In-unit laundry and a private balcony with spectacular mountain

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    Sharmistha 'Mish' Dutta

    RE/MAX Town & Country

    (845) 286-4655

    919 Saratoga Ln, Fishkill, NY 12524
  • /40

    $475,000

    • 3 Beds
    • 1.5 Baths
    • 1,808 Sq Ft

    7 Magnolia Dr, Wappingers Falls, NY 12590

    Discover the charm and potential of this classic raised ranch at 7 Magnolia Drive in Wappingers Falls! Built in 1974 and nestled on nearly half an acre of level, tree-lined land, this 3-bedroom, 2.5-bath home spans approximately 1,816 sq ft of living space. The upper level features hardwood floors, bay windows, and a bright, open layout, while the lower level offers a finished family room with a

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    Omar Harper

    Epique Realty

    (329) 208-2318

    7 Magnolia Dr, Wappingers Falls, NY 12590
  • /50

    $3,495,000

    • 4 Beds
    • 4 Baths
    • 4,103 Sq Ft

    476 Carpenter Hill Rd, Pine Plains, NY 12567

    Modern Minimalist Masterpiece on 19 Bucolic Acres in Dutchess County. Welcome to a rare offering in the heart of the Hudson Valley, where striking modern architecture meets timeless pastoral beauty. Completed in late 2024, this extraordinary estate sits on over 19 acres of flat, fenced farmland at the picturesque intersection of Bethel Cross and Carpenter Hill Road. Perfectly sited on a

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    Rebecca Doh

    William Raveis Lifestyles Rlty

    (518) 594-8655

    476 Carpenter Hill Rd, Pine Plains, NY 12567
  • /47

    $1,789,999

    • 4 Beds
    • 5 Baths
    • 5,250 Sq Ft

    6 Conifer Ct, Poughkeepsie, NY 12603

    Welcome to 6 Conifer Court—A Modern Farmhouse Masterpiece in Tamarack Heights! Experience luxury living at its finest at the end of a peaceful cul-de-sac in one of Poughkeepsie’s most sought-after neighborhoods. Built in 2023, this spectacular 5,250 sq ft home sits on nearly 3 acres of beautifully landscaped grounds, offering privacy and tranquility just minutes from Eastdale Village, Adams

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    Omar Harper

    Epique Realty

    (845) 599-0947

    6 Conifer Ct, Poughkeepsie, NY 12603
  • /37

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 3,611 Sq Ft

    4 Mane Way, Pawling, NY 12564

    Elegant and Updated Center Hall Colonial, ideally situated in The Highlands—a beautiful and highly sought-after neighborhood in the charming Town of Pawling. This spacious four-bedroom, two-and-a-half-bath home seamlessly blends timeless architectural character with modern luxury, offering comfort, style, and functionality for today’s lifestyle. Gleaming hardwood floors flow throughout the main

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    Sharon Sheil

    Coldwell Banker Realty

    (845) 443-7838

    4 Mane Way, Pawling, NY 12564
  • /46

    $584,500

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    89 Birch Dr, Pleasant Valley, NY 12569

    Back on the Market – Buyer had personal changes . Ready for Immediate Move-In! The sellers are relocating out of state, and the home is packed and ready for its next owner. Please use your imagination to envision your own décor and personal touches. This spacious and meticulously maintained oversized raised ranch offers comfort, flexibility, and pride of ownership throughout. The thoughtfully

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    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 681-2247

    89 Birch Dr, Pleasant Valley, NY 12569
  • /44

    $899,000

    • 4 Beds
    • 2.5 Baths
    • 3,027 Sq Ft

    78 Moore Rd, Hopewell Junction, NY 12533

    Welcome to this spectacular home located in the sought after and award winning Four Corners community. As you enter, you are immediately greeted by an impressive two story foyer featuring a beautiful staircase with elegant wrought iron spindles leading to the second floor. The high ceilings and open layout create a bright and welcoming atmosphere throughout this spacious four bedroom, two and a

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    Michael Dunstan

    RE/MAX Town & Country

    (329) 218-0373

    78 Moore Rd, Hopewell Junction, NY 12533
  • /28

    $537,500

    • 3 Beds
    • 3.5 Baths
    • 2,106 Sq Ft

    101 Bundy Hill Rd, Holmes, NY 12531

    Nestled in between trees and rocks, privacy abounds in this Contemporary Colonial style dwelling with numerous upgrades. A down to the studs remodel in 2016, the home boasts generous open concept living, dining and kitchen areas all with recessed lighting. Kitchen includes butcherblock counter tops and stainless-steel appliances. Entry nook convenient for coats, purses, backpacks and shoes. First

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    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 299-9362

    101 Bundy Hill Rd, Holmes, NY 12531
  • /25

    $469,000

    • 4 Beds
    • 2.5 Baths
    • 1,608 Sq Ft

    120 South Rd, Holmes, NY 12531

    Welcome to 120 South Rd/40 Great Bear Rd, a charming home at the end of a quiet cul-de-sac, offering peace, privacy, and a stunning lake view from the deck. Set on just under 3 acres, this property features a spacious front yard shaded by mature trees, perfect for outdoor gatherings, gardening, or simply relaxing in your own private oasis. Enjoy the comfort and efficiency of new windows

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    Omar Harper

    Epique Realty

    (845) 552-1998

    120 South Rd, Holmes, NY 12531
  • /49

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,988 Sq Ft

    100 Watch Hill Dr, Fishkill, NY 12524

    100 Watch Hill Drive isn’t just a house it’s a lifestyle upgrade. Set in a picturesque neighborhood just minutes from the Village of Fishkill, this move-in-ready home offers the space to grow into. A bright living room welcomes you in, while a separate, oversized family room creates the perfect hangout zone, media space, or future guest suite. Need a fourth bedroom or dedicated offices? The

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    Michael Kahns

    Compass Greater NY, LLC

    (845) 328-2537

    100 Watch Hill Dr, Fishkill, NY 12524
  • /42

    $598,500

    • 4 Beds
    • 4.5 Baths
    • 2,361 Sq Ft

    126 Old Route 55, Pawling, NY 12564

    Back on the market, the deal fell through from the buyer side. 9/17/2025 This house is owned by a church and in New York a sale has to be approved by the Attorney Generals office which can take up to six months. This can work to your benefit depending on your own timeline. This can also be set up a s a short term rental as well while waiting for the approvals WITH PORTION OF RENT GOING TOWARDS

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    Philip Bisesto

    HomeSmart Homes & Estates

    (845) 576-1665

    126 Old Route 55, Pawling, NY 12564
  • /43

    $825,000

    • 4 Beds
    • 4.5 Baths
    • 2,234 Sq Ft

    360 Old State Route 22, Dover Plains, NY 12522

    A rare offering in today’s market - gorgeous River Front Home with calming water views and fishing every day right in your own back yard. Renovated and updated 3 bedroom home with a one bedroom pool house that doubles as a guest cottage. All the amenities you would expect in the best resort style property. Open concept Living and Dining area with 2 sets of French doors opening to an expansive

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    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 280-5286

    360 Old State Route 22, Dover Plains, NY 12522
  • /36

    $399,999

    • 3 Beds
    • 1.5 Baths
    • 1,896 Sq Ft

    220 Wilbur Blvd, Poughkeepsie, NY 12603

    Located in the Spackenkill School District, this well-maintained Ranch styled home sits on a picturesque half-acre directly across from Spratt Park and McCann Golf Course, offering a comfortable main-level living layout with additional unfinished space below. Hardwood floors anchor a functional, flowing floor plan with three generously sized bedrooms, one and a half baths, and an eat-in kitchen

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    Isabel Alves

    RE/MAX Town & Country

    (845) 668-4947

    220 Wilbur Blvd, Poughkeepsie, NY 12603
  • /32

    $1,400,000

    • 11 Beds
    • 8 Baths

    750 Route 292, Holmes, NY 12531

    Multi-generational housing opportunity with 3 individual homes on one property. 3 distinct home styles with plenty of options. The perfect balance of togetherness and privacy. And investors - you may want to give this property some serious consideration as well.Unit A: Colonial style renovated home. Hardwood floors, crown molding and recessed lighting throughout. Spacious Living Room with

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    Judith 'Judy' Albert

    BHHS Hudson Valley Properties

    (845) 957-9518

    750 Route 292, Holmes, NY 12531
  • /14

    $1,900,000

    • Land
    • 156.51 Acres
    • $12,140 per Acre

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501

    Indulge in breathtaking privacy, featuring a couple of extraordinary homesites harmoniously integrated into the enchanting landscape of meadows and woodlands. This premium land offering maintains a commitment to organic farming, ensuring a connection to nature. Tucked away from the road, this is an optimal setting for those desiring a distinguished location with ample space for exploration,

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    Larry Havens

    Havens Real Estate

    (845) 493-3228

    0 Perrys Corners Rd Unit KEYM419993, Amenia, NY 12501
  • /22

    $365,000

    • 4 Beds
    • 1 Bath
    • 1,144 Sq Ft

    85 Sunset Ave, Poughkeepsie, NY 12601

    This 4-bedroom, 1-bathroom property offers a layout ideal for renting, with close proximity to Marist College. Set on a generous lot, it features a large driveway with ample off-street parking, a deck, and extensive surrounding land—valuable amenities for maximizing tenant demand and long-term value. The flexible bedroom configuration allows for efficient rent-by-room potential, while the outdoor

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    Peter Raider

    Real Broker NY LLC

    (845) 773-1844

    85 Sunset Ave, Poughkeepsie, NY 12601
  • /17

    $4,499,000

    • 6 Beds
    • 2.5 Baths
    • 4,716 Sq Ft

    1196 New York 82, Hopewell Junction, NY 12533

    Historic Gem of a Family Farm situated within the urban neighborhoods of Hopewell Junction, just two miles off of the Taconic Parkway, this unique offering with rolling hills surround this family farm which has been owned by the same family for generations. The central hilltop peak elevation in the middle of property offers full panorama views of the nearby Dutchess Hills, Catskills,

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    Sherret Chase

    Four Seasons Sotheby's Int'l R

    (329) 217-0467

    1196 New York 82, Hopewell Junction, NY 12533
  • /10

    $199,000

    • Land
    • 0.71 Acre
    • $280,282 per Acre

    0 Stewart Ave, Beacon, NY 12508

    BOHA .71 acre building lot in the Town of Fishkill within the Beacon City School District. Just two miles from Main Street restaurants, theater & galleries, this subdivided parcel is bordered by mature shade trees and enjoys a cozy corner location in a small, friendly neighborhood. Municipal water available. Rare, affordable opportunity to build your perfect home!

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    Jennifer Velez

    Joncar Realty Inc

    (845) 251-3279

    0 Stewart Ave, Beacon, NY 12508
  • /33

    $1,250,000

    • 5 Beds
    • 6.5 Baths
    • 8,925 Sq Ft

    148 Rowe Rd, Red Hook, NY 12571

    Where historic charm meets retro-chic flair! This extraordinary 8,000+ SF estate blends an 1810 Federal manor with a whimsical 70s-style wing, creating an entertainer's paradise. Set on a breathtaking 10-acre gentleman's farm with open lawns, mature trees, a pond, indoor and outdoor pools, a pool house, and a greenhouse/sunroom breakfast area—plus 147 additional acres available! The Modern wing

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    Joseph Briggs

    William Pitt Sotheby's

    (845) 203-6227

    148 Rowe Rd, Red Hook, NY 12571
  • /18

    $410,000

    • 3 Beds
    • 2 Baths
    • 2,277 Sq Ft

    51 Depot Hill Rd, Amenia, NY 12501

    For the first time ever this home that has been passed down from the original owner to the next generation is being offered for sale. The roof is 3 years young; the central air conditioning system is 3 years young and the floors throughout the home are only 2 years young. The floors are durable and very handsome.This home is equipped with a spacious living room, 3 bedrooms, 2 baths, a den,

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    Larry Havens

    Havens Real Estate

    (845) 640-3828

    51 Depot Hill Rd, Amenia, NY 12501
  • /9

    $129,000

    • Land
    • 0.78 Acre
    • $165,385 per Acre

    0 Route 343 Unit KEY896113, Amenia, NY 12501

    Rare opportunity to own vacant land in a Hamlet Mixed Use area. We have a detailed plan for a proposed build that would be 60x 28 and ample parking. The exposure on Route 343 is exceptional.Any building is subject to planning and zoning approval.

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    Larry Havens

    Havens Real Estate

    (845) 539-1044

    0 Route 343 Unit KEY896113, Amenia, NY 12501
  • /2

    $20,000

    • Land
    • 2.65 Acres
    • $7,547 per Acre

    0 Echo Ln, Fishkill, NY 12524

    A 2.65 acre wooded parcel located close to Beacon and I-84. This parcel appears to be landlocked and it is unknown if there is a right-of-way to the property.

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    Omar Harper

    Epique Realty

    (845) 773-8385

    0 Echo Ln, Fishkill, NY 12524
  • /16

    $219,000

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft

    5308 Route 44, Amenia, NY 12501

    Renovations have started on this Amenia home! Walk to village shops, dining, and local amenities from this charming 2–3 bedroom home with renovations already started. Home Expansion possibilities. Featuring an eat-in kitchen, enclosed porch, and shed, this property offers great bones and tons of potential. Beautiful grounds. Being sold as-is, it’s the perfect starter home or project for someone

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    Karen Briscoe-Reed

    KW MidHudson

    (845) 328-2680

    5308 Route 44, Amenia, NY 12501
  • /7

    $229,000

    • Land
    • 5 Acres
    • $45,800 per Acre

    Lot # 5 Smithfield Rd, Millerton, NY 12546

    Welcome to Smithfield Road—where open meadows, gentle woodlands, and sweeping pastoral views create the perfect setting for your dream home. With BOHA approval already in place on this 5-acre parcel, you're one step closer to building your own Hudson Valley retreat.A bit of strategic clearing will unlock even more beauty and possibilities. This peaceful location feels worlds away, yet it's

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    Larry Havens

    Havens Real Estate

    (518) 676-7115

    Lot # 5 Smithfield Rd, Millerton, NY 12546
  • /50

    $599,000

    • 2 Beds
    • 2 Baths
    • 2,196 Sq Ft

    168 Old Route 55, Pawling, NY 12564

    Step into the very year our nation was born and own a piece of American history! Originally constructed in 1776, this iconic stone residence later became the "Pawling Toll Gate and Toll House," serving as a vital gateway for travelers, a general store, a post office, and a legendary tavern. It is even whispered that George Washington himself once proved his strength within these walls, winning a

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    Colleen McGrath

    McGrath Realty Inc

    (845) 932-0435

    168 Old Route 55, Pawling, NY 12564
  • /23

    $499,995

    • 4 Beds
    • 3 Baths
    • 2,048 Sq Ft

    16 Baldwin Dr, Wappingers Falls, NY 12590

    Welcome to 16 Baldwin Drive—an impeccably maintained and beautifully updated 4-bedroom, 3-full-bath home located in one of Wappingers Falls’ most desirable neighborhoods. This spacious residence offers the perfect blend of comfort, style, and functionality, ideal for today’s modern living. Step inside to an inviting open layout featuring sun-filled living spaces, gleaming floors, and a seamless

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    Anthony J Pryce

    Valley Palms Real Estate Inc

    (329) 214-1237

    16 Baldwin Dr, Wappingers Falls, NY 12590
  • /4

    $120,000

    • Land
    • 5.02 Acres
    • $23,904 per Acre

    0 Mount Ross Rd, Pine Plains, NY 12567

    Every once in a while, an exceptional opportunity like this turns up. Located in rural Pine Plains this 5.02-acres is a pair of vacant building lots that offers privacy and serenity. These two contiguous parcels are completely wooded and accessed via a shared driveway. Your dream home is only limited by your imagination these parcels will invigorate that imagination. The Town center and the

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    Larry Havens

    Havens Real Estate

    (518) 672-6676

    0 Mount Ross Rd, Pine Plains, NY 12567
  • /22

    $1,350,000

    • Land
    • 3.9 Acres
    • $346,154 per Acre

    178 Charles Colman Blvd, Pawling, NY 12564

    Exclusive Mixed-Use Property in Pawling N.Y.! Incredible Investment or Business Opportunity offering a rare blend of Residence, Greenhouse, Floral Shop, & Nursery.This beautiful Sprawling estate boasts a Commercial c & Residential component? with a 2,500 sqft greenhouse fully-equipped floral shop with retail space There is Ample parking & easy accessibility for Commercial

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    Vince Buccieri

    Today Realty Corp.

    (845) 280-5951

    178 Charles Colman Blvd, Pawling, NY 12564
  • /7

    $129,000

    • Land
    • 0.78 Acre
    • $165,385 per Acre

    0 Route 343 Unit 20253568, Amenia, NY 12501

    Hamlet Mixed Use Zoning. The only vacant parcel in that Zone that is available for sale.There is great visibility on Route 343 and this parcel has a well in place.The seller has a sketch plan for a building that also shows parking. This plan has not been approved or filed but simply shows the possibilities.An extraordinary opportunity !

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    Larry Havens

    Havens Real Estate

    (845) 478-8181

    0 Route 343 Unit 20253568, Amenia, NY 12501
  • /12

    $175,000

    • Land
    • 19.54 Acres
    • $8,956 per Acre

    22 Old State Route, Amenia, NY 12501

    A rare Amenia opportunity — 20 acres of scenic land with sweeping mountain views and full approvals for your future build. Tucked just 90 minutes from the city or an easy ride to the last stop on Metro North, this collection of three contiguous parcels offers flexibility for a dream estate, family compound, or investment.The property includes three separate tax lots: Parcel 1 which is 1.93

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    Catherine Quintard

    Compass Greater NY, LLC

    (845) 610-0371

    22 Old State Route, Amenia, NY 12501
  • /9

    $100,000

    • Land
    • 2.14 Acres
    • $46,729 per Acre

    24 Beck Rd, Poughkeepsie, NY 12601

    Build Your Dream Home in the Heart of Hudson Valley – Close to NYC!Discover this exceptional 2.14-acre parcel located in a peaceful country setting within the highly sought-after Hyde Park school district. Just a short drive from New York City, this property offers the perfect opportunity to create your personal sanctuary amid scenic countryside.Key Features:Approved

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    Michael Carr

    eXp Realty

    (845) 366-2877

    24 Beck Rd, Poughkeepsie, NY 12601
  • /24

    $459,500

    • 4 Beds
    • 4 Baths
    • 3,132 Sq Ft

    3481 New York 22, Dover Plains, NY 12522

    Accepted Offer Conveniently located yet privately tucked away, this home impresses with its large, light filled rooms and thoughtful layout. The lower-level apartment provides excellent flexibility- perfect for multigenerational living or rental income.The first floor offers easy, seamless flow while the finished basement contributes to valuable additional space.Recent updates mean the

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    Larry Havens

    Havens Real Estate

    (845) 723-3894

    3481 New York 22, Dover Plains, NY 12522
  • /48

    $1,175,000

    • 5 Beds
    • 4 Baths
    • 4,248 Sq Ft

    64 S Quaker Hill Rd, Pawling, NY 12564

    Welcome to Country Living at Its Finest!Nestled on 24.5 scenic acres, this classic 1910 farmhouse offers endless potential for those looking to restore a piece of history. A long, tree-lined driveway leads to this charming 4-bedroom, 4-bath home surrounded by open fields, mature trees, and peaceful country views. The property features a spacious 4-car garage with finished living space with

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    Shannon Tully

    McGrath Realty Inc

    (845) 415-7723

    64 S Quaker Hill Rd, Pawling, NY 12564
  • /33

    $9,750,000

    • Land
    • 558.35 Acres
    • $17,462 per Acre

    225 Route 22, Pawling, NY 12564

    Unparalleled Opportunity Awaits! Discover this breathtaking 558+ acre parcel, just 90 minutes from Manhattan, offering a canvas of endless possibilities for personal and commercial endeavors. Whether you envision a sprawling family compound or a premier commercial facility, this land is primed for your dreams. Featuring level terrain, extensive trails, and vibrant pastures, this property is

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    Shaylene Neumann

    Houlihan Lawrence Inc.

    (845) 377-2512

    225 Route 22, Pawling, NY 12564
  • /12

    $375,000

    • Land
    • 5.82 Acres
    • $64,433 per Acre

    2413 Route 44, Salt Point, NY 12578

    Buildable, has annual 15k billboard cashflow with a potential for additional billboards, that won't even be visible from where the proposed house could be built. There is an old well system on the property and has a direct access to Route 44 for a driveway. This property should be positioned as a desirable, spacious residential parcel, with commercial rezoning potential, given that the

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    Omar Harper

    Epique Realty

    (845) 622-4228

    2413 Route 44, Salt Point, NY 12578
  • /16

    $3,600,000

    • Land
    • 228.91 Acres
    • $15,727 per Acre

    317 Skunks Misery Rd, Millerton, NY 12546

    Public Remarks: One of the most breathtaking vistas in the region, this 157-acre parcel crowns a private site at 1,250 feet, with commanding views to the Catskills. Offered for the first time in generations, this legacy property is paired with an adjacent 71.5-acre parcel, once a distinguished family farm. The panoramic vista from every knoll enjoys the unspoiled countryside extending to the

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    Larry Havens

    Havens Real Estate

    (518) 765-1759

    317 Skunks Misery Rd, Millerton, NY 12546
  • /8

    $229,000

    • Land
    • 5.57 Acres
    • $41,113 per Acre

    Lot 21 Cox Rd, Pawling, NY 12564

    Come build your dream home on this 5.6-acre Board of Health–approved lot in the highly desirable Brady Brook Falls community of Pawling. Approved for a 5-bedroom residence, this property offers both privacy and convenience—just minutes from Route 22, the Village of Pawling, shopping, Metro-North, Route 55, and even the Appalachian Trail. Nestled within the Oblong Trails, residents of Brady Brook

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    Shannon Tully

    McGrath Realty Inc

    (845) 328-6866

    Lot 21 Cox Rd, Pawling, NY 12564
  • /10

    $159,000

    • Land
    • 0.5 Acre
    • $318,000 per Acre

    0 Sepasco Lake Rd, Rhinebeck, NY 12572

    Located in the gorgeous lake community of Sepasco Village in Rhinebeck, this building lot is a rare commodity in today's real estate market. It was recently approved by the Dutchess County Board of Health for a 3-bedroom dwelling. The lot has been partially cleared and staked out. The site plan is available upon request. If this location appeals to you, come take a look. It could be where the

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    Feng Liu-Winham

    Coldwell Banker Village Green

    (845) 385-1110

    0 Sepasco Lake Rd, Rhinebeck, NY 12572
  • /24

    $3,600,000

    • Land
    • 228.91 Acres
    • $15,727 per Acre

    0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546

    Sensational vistas of the stunning and unspoiled countryside extending to the Taconic's to the East and from a hidden knoll with an elevation of 1,250' there is a magnificent private setting with incredible Catskill views. The main parcel of 157 acres is offered for the first time in generations and that parcel adjoins a 71.5-acre parcel, this was a family owned and operated farm. Both properties

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    Larry Havens

    Havens Real Estate

    (518) 676-2868

    0 Skunks Misery Rd Unit KEY860535, Pine Plains, NY 12546

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